HCID 178418361, compound → HCID 178507570, compound

HRID 1277727Notes

Reaction equation

HRID 1277727 reaction equation
[N+:1]([C:4]1[CH:24]=[CH:23][C:7]([CH2:8][CH2:9][NH:10][S:11]([C:14]2[C:22]3[N:21]=[N:20][NH:19][C:18]=3[CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:24]=[CH:23][C:7]([CH2:8][CH2:9][NH:10][S:11]([C:14]2[C:22]3[N:21]=[N:20][NH:19][C:18]=3[CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178526626HCID 178526626, compound

Product 1

HCID 178507570HCID 178507570, compoundYield 71.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N-(4-Nitrophenethyl)benzotriazole-4-sulphonamide (10 g, 29 mM) was suspended in ethanol (250 ml) and hydrogenated at 50 psi over 10 percent palladium on carbon catalyst (1 g) until hydrogen uptake ceased. The mixture was filtered through anhydrous sodium sulphate and the filtrate was concentrated under reduced pressure to leave the product as a pale yellow solid (6.53 g, 71 percent), m.p. 178° to 179° (uncorr.).

Workup

  1. filtrationThe mixture was filtered through anhydrous sodium sulphate
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c2987e63bfbe45c096bedcbcf5b551ad
Source dataset
uspto-grants-1981_07
Patent number
US04278748

Reaction notes

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